Visible Light Assisted Hantzsch Reaction: Synthesis of Polycyclic Dihydropyridines

被引:4
|
作者
Nadaf, Ankusab Noorahmadsab [1 ]
Shivashankar, Kalegowda [1 ]
机构
[1] Bangalore Univ, PG Dept Chem, Cent Coll Campus, Bangalore 560001, Karnataka, India
关键词
CFL light; visible light; dihydropyridine; pyridine; coumarin; CFL; POT 3-COMPONENT SYNTHESIS; BENZYL HALIDES; MULTICOMPONENT REACTIONS; METAL-FREE; 1,4-DIHYDROPYRIDINES; DERIVATIVES; CHEMISTRY; HETEROCYCLES; GENERATION; CLEAVAGE;
D O I
10.2174/1570178615666181107095151
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The polycyclic dihydropyridine nucleus represents the heterocyclic system of invaluable core motifs with wide applications in chemical, biological and physical properties. Although this kind of compounds have been extensively synthesized by other groups, the synthesis of these compounds under CFL light intensity were not explored. The synthesis of polycyclic dihydropyridine derivatives were achieved through the reaction of 4-hydroxycoumarin, aromatic aldehydes and ammonium acetate under CFL light eradiation conditions. A series of polycyclic dihydropyridine derivatives were prepared under CFL light irradiation conditions with high yield, short reaction time, ambient condition and without the use of catalyst. The results displayed an efficient method for the synthesis of polycyclic dihydropyridine derivatives. Clean profile, short reaction time, low cost and use of CFL light intensity instead of catalyst making it a genuinely green protocol.
引用
收藏
页码:676 / 682
页数:7
相关论文
共 50 条
  • [21] Synthesis of Highly Functionalized Polycyclic Quinoxaline Derivatives Using Visible-Light Photoredox Catalysis
    He, Zhi
    Bae, Minwoo
    Wu, Jie
    Jamison, Timothy F.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (52) : 14451 - 14455
  • [22] A Metal Free, Hantzsch Synthesis for Privileged Scaffold 1, 4-Dihydropyridines: A Glycerol Promoted Sustainable Protocol
    Tiwari, Saurabh K.
    Shivhare, Km Neha
    Patel, Manoj K.
    Yadav, Vikas
    Nazeef, Mohd
    Siddiqui, I. R.
    POLYCYCLIC AROMATIC COMPOUNDS, 2022, 42 (04) : 1035 - 1047
  • [23] Synthesis of Quinolines by Visible-Light Induced Radical Reaction of Vinyl Azides and -Carbonyl Benzyl Bromides
    Wang, Qile
    Huang, Jun
    Zhou, Lei
    ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (11) : 2479 - 2484
  • [24] L-Tyrosine loaded nanoparticles: an efficient catalyst for the synthesis of dicoumarols and Hantzsch 1,4-dihydropyridines
    Khaskel, Anamika
    Barman, Pranjit
    Jana, Utpal
    RSC ADVANCES, 2015, 5 (18) : 13366 - 13373
  • [25] Visible Light-Assisted Synthesis of Platinum Nanoparticles for Catalytic Reduction Reaction of p-Nitrophenol
    Xian Liang
    Su Bi-Quan
    Feng Yin-Xia
    Cao Ning-Jing
    Sheng Li
    Ma Jing
    Xi Bei
    CHINESE JOURNAL OF INORGANIC CHEMISTRY, 2021, 37 (12) : 2260 - 2266
  • [26] Synthesis of 2,3-dihydropyrroles by photo rearrangement of Hantzsch 1,4-dihydropyridines with high diastereoselectivity
    Zhong, Qidi
    Fan, Qiangwen
    Yan, Hong
    TETRAHEDRON LETTERS, 2017, 58 (13) : 1292 - 1295
  • [27] Microwave-assisted oxidative aromatization of Hantzsch 1,4-dihydropyridines using manganese dioxide
    Bagley, MC
    Lubinu, MC
    SYNTHESIS-STUTTGART, 2006, (08): : 1283 - 1288
  • [28] Synthesis of Substituted Oxazoles by Visible-Light Photocatalysis
    Chatterjee, Tanmay
    Cho, Ji Young
    Cho, Eun Jin
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (16) : 6995 - 7000
  • [29] Visible light-assisted chemistry of vinyl azides and its applications in organic synthesis
    Saxena, Barakha
    Patel, Roshan I. I.
    Tripathi, Jaya
    Sharma, Anuj
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2023, 21 (23) : 4723 - 4743
  • [30] A Visible-light-induced Cyclization Reaction
    Li, Siqi
    Dong, Jun
    CURRENT ORGANIC CHEMISTRY, 2023, 27 (12) : 1020 - 1035